HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 3-Benzyloxy-4-hydroxymethylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-Formyl-3-hydroxybenzonitrile | HCID 12813648 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | 3-Benzyloxy-4-hydroxymethylbenzonitrile | HCID 22476097 | — |
Reaction Steps
33.1 g of 4-formyl-3-hydroxybenzonitrile (Liebigs Ann. Chem. (1982) 1836) were O-benzylated with 1 eq. each of benzyl bromide and K2CO3 and, after workup, reduced with NaBH4 in 100 ml of MeOH/THF 2:3 at −10° C. to 0° C. to give the alcohol. 22.4 g were obtained. The product could be crystallized from DCM/petroleum ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06900319B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-302acd40a98e4854af95f15444e1bce4 |
| Source note | uspto-grants-2005_05 |